133287-30-6Relevant articles and documents
Synthesis of optically active γ-valerolactone and γ-nonanolactone via optical resolution using chiral amine derived from amino acid
Yumoto, Kenichi,Hasegawa, Morifumi,Toshima, Hiroaki
experimental part, p. 421 - 431 (2010/09/05)
Optically active γ-valerolactone and γ-nonanolactone have been synthesized via optical resolution using a newly developed chiral amine derived from L-phenylalanine. Both racemic γ-lactones were transformed to corresponding diastereomeric amides by amidation with the optical resolution agent. Fractional crystallization of diastereomeric amides, recrystallization of each diastereomer, and subsequent hydrolysis gave optically active γ-valerolactone and γ-nonanolactone with sufficient enantiomeric excess and isolated yield. The optical resolution agent was recovered after hydrolysis.
Stereochemical Effects in Mass Spectrometry 7. Determination of Absolute Configuration of Some Organic Molecules by Reaction Mass Spectrometry
Chen, Yao-Zu,Li, Hung,Yang, Hou-Jun,Hua, Su-Ming,Li, Hai-Quan,et al.
, p. 821 - 824 (2007/10/02)
It was found that in the chemical ionization (isobutane) mass spectra of some asymmetric secondary alcohols and α-amino acids, when a pair of enantiomers (such as R- and S-2-phenylbutyric anhydride, R- and S-mandelic acid, R- and S-2-methylbutanoic acid or R- and S-α-phenyl ethyl amine) were used as reaction reagents, the relative abundances of characteristic ions formed by the stereoselective reaction between sample and reagent of the same configuration were much higher than those ions formed by the sample and a reagent of a different configuration. The absolute configuration of the sample molecule may be predicted by examination of mass spectra of the sample measured with R- and S-reagent respectively.This approach proved to be a convenient way for determination of the absolute configurations of organic molecules on a micromole level by mass spectrometry.